Window Installation and Replacement in Southeast Wisconsin
Drafty windows, condensation trapped between panes, frames that won’t open or close properly. These are not minor annoyances. They’re signs your windows are failing. In Wisconsin’s Climate Zone 6, underperforming windows can add hundreds of dollars to your annual energy bills, let outside noise into every room, and create cold spots that make your home uncomfortable from October through April. The longer you wait, the more you’re paying in wasted energy.
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Windows is in our name for a reason. We work with leading window manufacturers to deliver vinyl, wood, fiberglass, and composite frames rated for Wisconsin’s demanding climate. Because we handle your entire building exterior, every installation includes precision measurement, proper flashing tied into your roofing and siding, and a final walkthrough with full cleanup, so water stays out and heat stays in.
Whether you need one drafty window replaced or a full-home upgrade, we make the process simple: a free in-home assessment, honest pricing, and expert installation from a local team you can trust. Call (414) 455-2345 or schedule your free window assessment online.
What Window Services Does Four Leaf Roofing & Windows Provide?
Four Leaf Roofing & Windows provides three core window services in Southeast Wisconsin: full window replacement, new window installation, and energy-efficient upgrades. We also install bay, bow, specialty, and custom-shaped windows in every popular frame material.
Below are the window services we install across the region. Each one is handled by our trained crews with the same attention to fit, flashing, and finish.
Which Window Style Is Right for Your Wisconsin Home?
Double-Hung Windows are the classic choice.
Casement Windows crank outward for strong airflow and a tight seal when closed.
Sliding Windows glide side to side for smooth, easy operation on wider openings.
Picture Windows are large fixed panes built for maximum light and unobstructed views.
Bay & Bow Windows combine several windows into one projecting unit.
How Much Does Window Replacement Cost in Wisconsin?
Several factors move your price up or down. Frame material is the biggest one. Vinyl frames are the most affordable and need little upkeep. Composite frames cost a bit more and resist warping. Fiberglass frames are strong and stable in temperature swings. Wood frames offer a premium look at the highest price.
Window style also matters. Standard double-hung, slider, and casement windows sit at the lower end. Bay, bow, and specialty shapes cost more because they need custom sizing and extra structural work. Glass upgrades such as triple-pane, Low-E coatings, and argon gas fill add to the price but pay you back through lower energy bills.
Why Do Wisconsin Homeowners Choose Four Leaf for Windows?
Homeowners choose Four Leaf Roofing & Windows because we are a veteran-owned, licensed (WI DCC #082000803-DC), and insured contractor with 30 years of local experience and 160 five-star Google reviews. Windows is in our name, and every job carries a lifetime workmanship warranty. We’re also BBB Accredited with an A+ rating and a two-time Milwaukee Magazine Face of Roofing (2024 & 2025).
Our biggest advantage is that we handle your entire building exterior. Unlike window-only companies, Four Leaf installs windows, roofing, siding, and gutter services as one connected system. That means we seal every window opening where it meets your siding installation and roofline, so no water sneaks in at the junctions.
As a Pella certified contractor, we install windows built for Wisconsin’s cold Climate Zone 6, helping you cut heating costs and stay comfortable. And as a local, family-owned business, we treat your home the way we’d treat our own. From your first call to the final cleanup, you work with a team that stands behind its work for the long haul.
Where Does Four Leaf Install Windows in Southeast Wisconsin?
Explore our dedicated service pages for detailed local information:
New Berlin: window installation in New Berlin and window replacement in New Berlin
- Waukesha: window services in Waukesha
Why 160 Milwaukee-Area Homeowners Gave Us 5 Stars
About Four Leaf Roofing & Windows
Four Leaf Roofing & Windows is a family-operated exterior contractor that has served Southeast Wisconsin for over 30 years. Founded by U.S. Navy veteran Joseph T. O’Brien, our New Berlin-based team installs and replaces windows, roofing, siding, and gutters as one connected system for homeowners across the region.
Windows is in our name for a reason. From the start, Joseph built the company’s reputation on getting the details right where a home is most vulnerable, and few spots matter more than the seal around a window. That focus grew alongside our roofing and siding work, because the same crews that protect your roofline understand exactly how water and air move through a wall.
That integrated approach is what sets us apart. When Four Leaf installs your windows, we tie the flashing directly into your siding and roofing, so every junction stays watertight. There’s no finger-pointing between separate contractors and no gaps where drafts or leaks can start.
Our roots run deep in this community. We’ve earned 160 five-star Google reviews by treating each home like our own and standing behind every job with a lifetime workmanship warranty. When you work with Four Leaf, you get a local team led by Joseph that shows up, does the work right, and is still here years down the road.
Frequently Asked Questions About Window Replacement
How much does window replacement cost in Wisconsin?
When should windows be replaced?
What is the best window for Wisconsin cold?
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Do I need a permit for window replacement in Wisconsin?
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Schedule Your Free Window Consultation
Financing as low as 0% for up to 21 Months
Call us at (414) 455-2345 for details.
